Abstract
3-Dimethylamino-2,2-dimethyl-2H-azirine (1) reacts with 3-methyl-2,4-diphenyl-1,3-oxazolium-5-olate (5a) to give a 1:1 adduct (7) in 88% yield. Its crystal structure has been determined by X-ray analysis (direct methods) and refined with 1056 structure amplitudes to R = 0.032. The crystal system is monoclinic, space group P21/c, with unit cell dimensions a = 10.663, b = 9.828, c = 18.592 A, and beta = 90.63°. It is obvious that 4-dimethylamino-5,5-dimethyl-2-[alpha-(N-methylbenzamido)benzyliden]-delta3-1,3-oxazoline (7) arises from an addition of 1 to the valence-polaromeric ketene form 5b of the mesoionic oxazolone 5a (Scheme 3).
| Other titles: | Structure of the adduct from 3-dimethylamino-2,2-dimethyl-2H-azirine and 3-methy1-2,4-diphenyl-1,3-oxazolium-5-olate |
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| Item Type: | Journal Article, refereed, original work |
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| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
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| Dewey Decimal Classification: | 540 Chemistry |
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| Scopus Subject Areas: | Physical Sciences > Catalysis
Life Sciences > Biochemistry
Life Sciences > Drug Discovery
Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry
Physical Sciences > Inorganic Chemistry |
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| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis |
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| Language: | German |
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| Date: | 1977 |
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| Deposited On: | 29 Oct 2014 12:55 |
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| Last Modified: | 11 Jun 2025 01:38 |
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| Publisher: | Wiley-Blackwell Publishing, Inc. |
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| ISSN: | 0018-019X |
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| Funders: | Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung |
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| OA Status: | Closed |
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| Publisher DOI: | https://doi.org/10.1002/hlca.19770600521 |
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| Project Information: | - Funder: SNSF
- Grant ID:
- Project Title: Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung
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Lukac, Josef